Synthesis and Antimicrobial Activity of 1,4-Naphthoquinones Derivatives with [1,2,4]-Triazole-3-thione Substitution

Abstract

The aim of the work was the synthesis of new S-, N-containing heterocyclic naphthoquinone derivatives and evaluation of antimicrobial activity, which is important in terms of finding new drugs. The implementation of this approach can be made by nucleophilic substitution between N, S-bifunctional heterylaminothiotriazoles 2,3 and 2,3-dichloro-1,4-naphthoquinone 1. So the reaction between 2,3-dichloro-1,4-naphthoquinones and 4-amino-5-(2-methyl-furan-3-yl)-2,4-dihydro-[1,2,4]triazole-3-thione was investigated. It was established that the use of dimethylformamide as the reaction medium leads to the formation of two products with dominating yield of S-substitution products. Investigation of antimicrobial activity of the synthesized compounds showed that cultures of Escherichia coli, Aspergillus niger and Candida tenuis are not sensitive to 1,4-naphthoquinone heterocyclic derivatives 4, 5 ,6, 7. But compounds 5, 7 showed antibacterial activity with respect to Staphylococcus aureus and Mycobacterium luteum.